[(1R,2S,9S,10R,11R,14R,15R)-9-acetyloxy-11-hydroxy-11-methyl-4,8-dioxatetracyclo[8.4.1.02,14.06,15]pentadec-6-en-2-yl]methyl acetate

Details

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Internal ID a917df97-b9d2-4864-a2df-d4bab1beb6cf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids
IUPAC Name [(1R,2S,9S,10R,11R,14R,15R)-9-acetyloxy-11-hydroxy-11-methyl-4,8-dioxatetracyclo[8.4.1.02,14.06,15]pentadec-6-en-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC12COCC3=COC(C4C3C1C2CCC4(C)O)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@]12COCC3=CO[C@H]([C@@H]4[C@H]3[C@H]1[C@H]2CC[C@@]4(C)O)OC(=O)C
InChI InChI=1S/C19H26O7/c1-10(20)25-9-19-8-23-6-12-7-24-17(26-11(2)21)16-14(12)15(19)13(19)4-5-18(16,3)22/h7,13-17,22H,4-6,8-9H2,1-3H3/t13-,14-,15-,16+,17+,18-,19+/m1/s1
InChI Key ADPGEYAMCWQGJJ-GWETXUJWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H26O7
Molecular Weight 366.40 g/mol
Exact Mass 366.16785316 g/mol
Topological Polar Surface Area (TPSA) 91.30 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.39
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,9S,10R,11R,14R,15R)-9-acetyloxy-11-hydroxy-11-methyl-4,8-dioxatetracyclo[8.4.1.02,14.06,15]pentadec-6-en-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9787 97.87%
Caco-2 + 0.5191 51.91%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7657 76.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8772 87.72%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6298 62.98%
BSEP inhibitior - 0.4896 48.96%
P-glycoprotein inhibitior - 0.5760 57.60%
P-glycoprotein substrate - 0.6507 65.07%
CYP3A4 substrate + 0.6674 66.74%
CYP2C9 substrate - 0.6186 61.86%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.8721 87.21%
CYP2C9 inhibition - 0.8602 86.02%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.8321 83.21%
CYP2C8 inhibition + 0.6048 60.48%
CYP inhibitory promiscuity - 0.9845 98.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6341 63.41%
Eye corrosion - 0.9793 97.93%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.7081 70.81%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.5607 56.07%
Human Ether-a-go-go-Related Gene inhibition - 0.5901 59.01%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.6809 68.09%
skin sensitisation - 0.7873 78.73%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6427 64.27%
Acute Oral Toxicity (c) III 0.4960 49.60%
Estrogen receptor binding + 0.9017 90.17%
Androgen receptor binding + 0.6186 61.86%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8807 88.07%
Aromatase binding - 0.5073 50.73%
PPAR gamma + 0.5903 59.03%
Honey bee toxicity - 0.7979 79.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.8998 89.98%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.45% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.60% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.90% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.27% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.21% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.28% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.33% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.15% 91.19%
CHEMBL5028 O14672 ADAM10 83.80% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.70% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.25% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.21% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.76% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.96% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.77% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.99% 92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Plagiochila asplenioides

Cross-Links

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PubChem 162978817
LOTUS LTS0098403
wikiData Q104909726